Veratrole → 2-Propen-1-one, 1-(3,4-dimethoxyphenyl)-

HRID 1428457Notes

Reaction equation

HRID 1428457 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH3:10].[C:11](Cl)(=[O:14])[CH:12]=[CH2:13].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:11](=[O:14])[CH:12]=[CH2:13])[CH:6]=[CH:5][C:4]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 7043VeratroleHCID 13140Acryloyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 111715212-Propen-1-one, 1-(3,4-dimethoxyphenyl)-Yield 29.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,2-dimethoxybenzene (135 mg), acryloyl chloride (118 mg), and aluminium chloride (199 mg) were reacted in dichloromethane (1.5 mL) at from −40° C. to room temperature for 2 hours. The resultant was treated in the same manner as described in Example 1 to obtain the title compound (55 mg).

Workup

  1. additionThe resultant was treated in the same manner

Sources & evidence

ORD record
ord-d3bd0e0245564a79aeb2cfda9adb82a1
Source dataset
uspto-grants-2015_01
Patent number
US08937091B2

Reaction notes

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